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Why don't you define a cosmopolitan city first? You want truly cosmopolitan feel you have to go with New York, LA, SF and Toronto in Canada... No other North American city can really offer a cosmopolitan feel and cultural experience... I am not simply talking about presence of immigrants, there is no large American city without immigrant communities but a true global city experience...

That is a ridiculous statement. Chicago, Boston, DC, Vancouver, and Montreal, just to name a few, are "true" global and cosmopolitan cities with a massive variety of culture. New York and LA may be in a league of their own just because of the sheer size alone, but all of the cities I just named and maybe some others are easily in the same league as San Francisco and Toronto. Since you mentioned North America, let us not forget Mexico City, one the most urban, cultural, and cosmopolitan cities in the world...

You could live in Boston and live a comfortable life...however it wouldn't be "affluent" in the sense of what you could afford in a city like Dallas, Houston, Atlanta, or some of the other Sun Belt cities.

In NYC (Manhattan), you can live off of that, you'll just have to rent a tiny room/closet and live paycheck to paycheck in Harlem or if you get lucky Avenue C or D or Chinatown.
In Atlanta you can live large, a nice condo and a car but not very cosmopolitan. (in my opinion only)

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